Upwey Rentals by Owner

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
New
House
  • Wheelchair Accessible
  • Accessibility
  • Bedding/Linens
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9.8 (18 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
9.4 (64 Reviews)
Cabin
  • Parking
  • View
  • Security/Safety
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9.3 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
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9.1 (21 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
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8.8 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • View

Why Choose Rent By Owner for your Upwey vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Upwey

When should you plan your Rentals by Owner stay?

Understanding the best time to visit can enhance your experience, allowing you to enjoy the area's charming surroundings at their most inviting throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, the area is lively and ideal for enjoying outdoor activities and beach visits. Booking your rental by owner in this season ensures you experience the region at its most vibrant.

Average Temperature Daytime: 19°C to 22°C - Nighttime: 12°C to 15°C
autumn
Early Autumn (September to October)

This period offers pleasant weather with fewer crowds, making it perfect for exploring the region while still enjoying the summer-like temperatures. Securing your accommodation early guarantees a comfortable stay during this popular time.

Average Temperature Daytime: 16°C to 19°C - Nighttime: 9°C to 11°C

Off-Season Highlights

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Late Autumn to Winter (November to February)

The quieter months provide a peaceful retreat with cooler temperatures, perfect for relaxing in cozy rentals by owner without the peak-season crowds. Planning ahead allows you to enjoy a more secluded visit.

Average Temperature Daytime: 7°C to 10°C - Nighttime: 3°C to 5°C
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Early Spring (March to April)

As the region transitions into spring, the weather begins to improve, offering a tranquil atmosphere for those seeking a less busy escape. Booking your rental early in this period ensures access to peaceful accommodations.

Average Temperature Daytime: 9°C to 13°C - Nighttime: 4°C to 7°C

Weekly Weather Forecast for Upwey

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to a private or shared outdoor garden space for relaxing and outdoor activities.
  • Parking facilities such as a driveway or designated parking area, ideal for exploring the region by car.
  • Outdoor dining areas including patios, terraces, or picnic spots perfect for enjoying meals al fresco.
  • Provision of bicycles or bike storage, allowing you to explore nearby scenic routes safely.
  • Beautifully maintained lawns or landscaped outdoor areas to unwind amidst nature.
  • Clothes drying lines or outdoor washing lines to keep your outdoor gear fresh during your stay.
  • Easy access to nearby walking trails or nature walks to discover the natural beauty of this destination.
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Family Activities

  • Weymouth Harbour and Esplanade: Enjoy a leisurely stroll along the waterfront, taking in the scenic views and family-friendly activities in this popular coastal area.
  • RSPB Lodmoor Nature Reserve: Explore the natural beauty of the region, where you can spot local bird species and enjoy peaceful walks suitable for children and adults alike.
  • Weymouth SEA LIFE Adventure Park: Discover marine life exhibits and interactive displays that captivate young visitors while offering educational fun for the whole family.
  • : Relax or play on the sandy shores, perfect for building sandcastles, swimming, and enjoying quality time by the sea within the region’s famed coastline.
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Adult Activities

  • Weymouth Bay Game Fishing: Experience an exciting day on the water with deep-sea fishing excursions that cater to anglers of all levels in this coastal region.
  • The North West Dorset Trail: Enjoy scenic hikes and leisurely walks along this popular trail, offering stunning views of the surrounding countryside and coastline.
  • Weymouth & Portland Sailing Academy: Engage in sailing or take part in sailing lessons at this renowned academy, perfect for adults seeking adventure on the water.
  • Old Town Weymouth Heritage Walks: Discover the rich maritime history of the area through guided or self-guided heritage walks that showcase its charming streets and historic landmarks.

Upwey Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local nature trails and outdoor spaces: Take advantage of the scenic surroundings to enjoy peaceful walks and outdoor activities that showcase the area's natural beauty.
  • Visit nearby historical sites and landmarks: Incorporate visits to local points of interest to enrich your understanding of this region's rich heritage and culture.
  • Plan your arrival and departure carefully: Coordinate your travel times to avoid peak traffic hours and ensure a smooth transition in and out of your rental property.
  • Utilize insider tips from your host or local guides: Gain valuable insights on the best dining, shopping, and recreational spots that might not be widely advertised but are loved by residents.

Transportation Options

  • Weymouth Railway Station: You can conveniently access regional and national train services from this station, making it easy to explore beyond the area.
  • Local Bus Services: The region is well-connected by bus routes that provide reliable transportation throughout Weymouth and nearby villages.
  • Rental Car Options: Several car rental agencies operate here, offering flexible travel arrangements for exploring the scenic surroundings at your own pace.
  • Taxis and Private Hire Vehicles: Taxis are readily available for quick, direct trips within the area, providing a comfortable way to reach your vacation rental or local attractions.

Local Customs Options

  • Traditional Dorset Fair: The area celebrates the Dorset Fair, showcasing local crafts and customs that you can experience during your stay.
  • Tea-time Etiquette: Enjoy the local custom of afternoon tea, a cherished tradition in this region that reflects the area's friendly hospitality.
  • Village Green Gatherings: Community events and gatherings on the village green highlight the area's close-knit spirit and longstanding traditions.
  • Heritage Celebrations: Historical festivals observe local history and customs, offering you an immersive experience in this charming destination's culture.

Frequently Asked Questions About Upwey Rentals by Owner

1. What are the top vacation rentals in Upwey?

There are a lot of options in Upwey. If you plan on staying in the Upwey area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upwey:

2. How many Rentbyowner vacation rentals are available in Upwey?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 17 in the Upwey area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Upwey. 

3. What is the cancellation policy for a rental by owner in Upwey?

The cancellation policy varies depending on the individual owner and listing. It is recommended to review the specific terms detailed on the listing page or contact the owner directly to understand the conditions applicable to your booking.

4. How do I confirm the availability of a rental property in Weymouth before booking?

Availability is typically shown in real-time on the listing. To ensure the dates are open, you can use the booking platform's reservation system or reach out directly to the property owner for confirmation.

5. Are there any additional fees I should be aware of when booking a rental in the area?

Additional fees such as cleaning charges, security deposits, or service fees may apply. These should be clearly listed during the booking process or specified in the property description, so review all details carefully before confirming your reservation.

6. What amenities are usually included with rentals by owner in this region?

Amenities can vary widely but often include essentials like Wi-Fi, parking, and kitchen facilities. For a comprehensive list of what's included, check the property's listing details or contact the owner directly for clarification.

7. How do I contact the owner if I have questions about my stay in Upwey?

Most listings provide a messaging feature or contact information on the platform. You can send a direct message to the owner through the site to ask specific questions or request additional information before completing your booking.